Kendall Jenner’s Best Style Moments Give Her Sister Kim a Run for Her Money

Jenner showed off her newly-dyed blonde hair and a whimsical, velvet Schiaparelli dress at the 2024 Academy Gala.

There was a bit of controversy surrounding Jenner’s Met Gala look. The dress came from Alexander McQueen’s 1999 couture collection for Givenchy, which was showcased on mannequins instead of models. Thus, the model claimed she was the first person to ever wear it, but Internet sleuths pointed out that Winona Ryder looked to have donned the design in a 1999 issue of Flaunt Magazine. A source told E! News Ryder’s dress was a replica, but the actress herself commented on the situation to Harper’s Bazaar in July 2024. “I did wear it,” she said of the dress. “I have pictures.”

Jenner was one of the lucky few who got to wear a dress from the Maison Margiela 2024 artisanal collection, donning the sheer, Chantilly lace number to the Vanity Fair Oscar party.

The model attended the 3rd annual Academy Gala in a corseted, bright red knit maxi gown from the Fendi fall 2023 couture collection.

FWRD’s creative director, Jenner, threw on a Rick Owens one-shoulder top and matching mini skirt to celebrate the site’s first-ever in-person shopping experience.

Jenner attended the Met Gala with Marc Jacobs, meaning she had the pleasure of climbing the museum steps in the designer’s famously-high platform boots.

The model wore a gorgeous, black and gold scaled Jean Paul Gaultier dress to the 2023 Vanity Fair arter party.

While her sisters opted for very conspicuous looks at the 2022 CFDA Awards, Jenner kept it low key in a white, subtly sequined Khaite dress.

Jenner used the opportunity of the 2022 LACMA Art + Film Gala to promote an up-and-coming designer, attending the event in a unique dress from Burc Akyol’s spring 2023 collection.

Jenner wore custom Prada to the 2022 Met Gala, featuring a crop top with a netted overlay and a voluminous, ball gown skirt. It was her bleached eyebrows, however, that made the biggest statement.

The model’s decision to keep her styling simple paid off as it allowed her strapless Balenciaga dress with a torso overflowing with fabric to speak for itself.

Kendall Jenner wore a Givenchy gown inspired by Audrey Hepburn in the 1964 film, My Fair Lady to the 2021 Met Gala Celebrating In America: A Lexicon Of Fashion at Metropolitan Museum of Art on September 13, 2021 in New York City.

Wearing a vintage Jean Paul Gaultier set, Jenner attended the Love Magazine LFW Party on February 17, 2020 in London, England.

Wearing a latex dress from Richard Quinn's Spring 2020 runway, Kendall Jenner attended the 71st Emmy Awards on September 22, 2019 in Los Angeles, California.

Jenner wore a gray belted Prada jacket and studded loafers to the #MOVINGLOVE dinner on July 15, 2019 in London, England.

Jenner wore a pink tiered dress from the Giambattista Valli x H&M collection to the amfAR Cannes Gala on May 23, 2019 in Cap d'Antibes, France

Jenner wore a silk tiger-printed mini dress by De La Valli to the amfAR Cannes Gala 2019 afterparty on May 23, 2019 in Cap d'Antibes, France.

Both wearing Versace, Kendall Jenner attended the 2019 Met Gala celebrating Camp: Notes on Fashion at The Metropolitan Museum of Art on May 06, 2019 in New York City with her little sister, Kylie Jenner.

Wearing a pink silk taffeta mini dress from Ingie Paris Spring 2019, Jenner attended the Tiffany & Co. Flagship Store Launch on April 04, 2019 in Sydney, Australia.

Wearing a dress from Rami Kadi's Spring 2019 collection, Jenner attended the 2019 Vanity Fair Oscar Party on February 24, 2019 in Beverly Hills, California.

Jenner wore a gold, see-through Julien MacDonald dress to the Fashion Awards 2018 on December 10, 2018 in London, England.

Wearing a black, feathered LPA mini dress, Jenner attended the 2nd Annual #REVOLVEawards on November 9, 2018 in Las Vegas, Nevada.

Kendall Jenner wore Vera Wang Fall 2018 long-sleeved structured top and dramatically wide-legged pants to the Harper's Bazaar Icons Party on September 7, 2018 in New York City.

Wearing a lavender feathered Alexandre Vauthier Couture dress, Jenner attended the 2018 CFDA Fashion Awards on June 4, 2018 in New York City.

Wearing a tulle tiered dress from Schiaparelli Fall 2017 Haute Couture collection, Kendall Jenner attended the screening of Girls Of The Sun (Les Filles Du Soleil) during the 71st annual Cannes Film Festival on May 12, 2018 in Cannes, France.

Jenner wore a completely see-through Alexandre Vauthier Fall 2016 Couture mini dress to the Chopard Secret Night during the 71st annual Cannes Film Festival on May 11, 2018 in Cannes, France.

Wearing an off-the-shoulder Off-White jumpsuit, Jenner attended the Heavenly Bodies: Fashion & The Catholic Imagination Costume Institute Gala at Metropolitan Museum of Art on May 7, 2018 in New York City.

Wearing a beaded white mini dress from Elie Saab’s Spring 2018 collection, Jenner attended the Tiffany & Co. Paper Flowers event and Believe In Dreams campaign launch on May 3, 2018 in New York City.

Jenner wore a black mini dress with statement sleeves by Redemption to the 2018 Vanity Fair Oscar Party on March 4, 2018 in Beverly Hills, California.

Wearing a black high-low Giambattista Valli gown, Jenner attended the 75th Annual Golden Globe Awards on January 7, 2018 in Beverly Hills, California.

Jenner wore a Dolce & Gabbana black tulle dress to the 2017 Harper's Bazaar Icons event on September 8, 2017 in New York City.

Kendall Jenner wore a floral Dolce & Gabbana mini dress to the Tenth Annual Veuve Clicquot Polo Classic on June 3, 2017 in Jersey City, New Jersey

Kendall Jenner paired an Alexandre Vauthier Haute Couture one-sleeved black crop top with a dramatic train with a pair of cutoff shorts by the brand for the Fashion for Relief event during the 70th annual Cannes Film Festival on May 21, 2017 in Cannes, France.

Jenner wore a Giambattista Valli one-sleeved dress to the 120 Battements Par Minutes (120 Beats Per Minute) screening during the 70th annual Cannes Film Festival on May 20, 2017 in Cannes, France.

Wearing a Ralph & Russo Spring 2017 Couture white column dress, Jenner attended the Chopard Space Party on May 19, 2017, in Cannes, France.

Kendall Jenner wore a black see-through La Perla dress to the "Rei Kawakubo/Comme des Garcons: Art Of The In-Between" Costume Institute Gala at Metropolitan Museum of Art on May 1, 2017 in New York City.

Wearing a long-sleeved v-neck gown from Redemption, Kendall Jenner attended the Harper's Bazaar 150th Anniversary Event on April 19, 2017 in New York City.

Jenner wore a black lace slip dress by La Perla to Harper's Bazaar Celebrates 150 Most Fashionable Women on January 27, 2017 in West Hollywood, California.

Wearing an orange Paule Ka strapless gown, Kendall Jenner attended NBCUniversal's 74th Annual Golden Globes Afterparty on January 8, 2017 in Beverly Hills, California.

Kendall Jenner wore an Camilla and Marc white slip dress to the 2016 Victoria's Secret Fashion Show Afterparty on November 30, 2016 in Paris, France.

Jenner wore an off the shoulder Marchesa gown to Harper's Bazaar Celebrates 'ICONS By Carine Roitfeld' on September 9, 2016 in New York City.

Kendall Jenner wore an Elie Saab Haute Couture white lace dress with feathered sleeves to the Chopard Wild Party as part of The 69th Annual Cannes Film Festival on May 16, 2016 in Cannes, France.

Wearing a long-sleeved see-through dress by Roberto Cavalli Couture, Jenner attended a screening of From The Land And The Moon (Mal De Pierres) at the annual 69th Cannes Film Festival on May 15, 2016 in Cannes, France.

Wearing a chiffon Versace gown, Kendall Jenner attended the Magnum Doubles Party at the annual 69th Cannes Film Festival on May 12, 2016 in Cannes, France.

Wearing a cut-out Atelier Versace gown, Jenner attended the 'Manus x Machina: Fashion in an Age of Technology' Costume Institute Gala at the Metropolitan Museum of Art on May 2, 2016 in New York City.

Jenner wore a black high-low Balmain dress to the 2016 MTV Movie Awards on April 9, 2016 in Burbank, California.

Kendall Jenner wore a custom Bryan Hearns black mini dress at the 2015 American Music Awards on November 22, 2015 in Los Angeles, California.

Jenner wore a shimmering Versace gown with a high slit to the 2015 Victoria's Secret Fashion Show on November 10, 2015 in New York City.

Wearing a black strapless Ulyana Sergeenko Fall 2015 dress, Kendall Jenner attended the Vogue 95th Anniversary Party on October 3, 2015 in Paris, France.

Kendall Jenner wore a white halter-top Calvin Klein maxi dress to the 2015 Harper’s Bazaar Icons Party on September 16, 2015 in New York City.

Kendall Jenner wore a Zimmermann maroon blouse and skirt to the a screening of Paper Towns on July 18, 2015 in West Hollywood, California

Kendall Jenner wore a sheer black Alexandre Vauthier at the 2015 ESPYS on July 15, 2015 in Los Angeles, California.

Kendall Jenner wore a one-sleeve red Halston Heritage dress to the 2015 Fragrance Foundation Awards on June 17, 2015 in New York City.

Wearing a pink velvet Calvin Klein mini dress, Kendall Jenner attended the 69th Annual Tony Awards on June 7, 2015 in New York City.

Kendall Jenner wore a purple Calvin Klein gown to amfAR's 22nd Cinema Against AIDS Gala on May 21, 2015 in Cap d'Antibes, France.

Wearing a black crop top and maxi skirt by Azzedine Alaia, Jenner attended the Youth premiere during the 68th annual Cannes Film Festival on May 20, 2015 in Cannes, France.

Kendall Jenner wore Balmain x HM to the 2015 Billboard Music Awards on May 17, 2015 in Las Vegas, Nevada.

Kendall Jenner wore a green crystal Calvin Klein gown to "China: Through The Looking Glass" Costume Institute Benefit Gala at Metropolitan Museum of Art on May 4, 2015 in New York City.

Kendall Jenner wore asymmetric red dress Romona Keveza dress to the 2015 amfAR New York Gala on February 11, 2015 in New York City.

Kendall Jenner wore a black and white Emilio Pucci jumpsuit to the British Fashion Awards on December 1, 2014 in London, England.

Kendall Jenner wore a black and white sheer Yigal Azrouël Spring 2014 dress to the 2014 American Music Awards on November 23, 2014 in Los Angeles, California.

Wearing a silk white Octavio Carlin halter dress, Jenner attended the Harper's Bazaar Icons Celebration on September 5, 2014 in New York City.

Wearing an Alon Livne mesh top and trouser, Kendall Jenner attended the MTV Video Music Awards in Inglewood, California on August 24, 2014.

Wearing a white silk Oriett Domenech Spring 2014 top and trousers, Kendall Jenner attended the 2014 Teen Choice Awards on August 10, 2014 in Los Angeles, California.

Kendall Jenner wore a green Balmain dress to the Vogue Foundation Gala on July 9, 2014 in Paris, France.

Kendall Jenner wore a Fausto Puglisi thigh-split dress to the 2014 MuchMusic Video Awards on June 15, 2014 in Toronto, Canada.

Wearing a black and white Chanel Resort 2014 dress, Kendall Jenner attended the Opening Ceremony and the Grace of Monaco premiere during the 67th Annual Cannes Film Festival on May 14, 2014 in Cannes, France.

Jenner wore a pink strapless, mermaid dress from Topshop to the 'Charles James: Beyond Fashion' Costume Institute Gala at the Metropolitan Museum of Art on May 5, 2014 in New York City.

Wearing a white ensemble from Keepsake, Jenner attended the 2013 American Music Awards on November 24, 2013 in Los Angeles, California.

Kendall Jenner wore a animal print mini dress to The Hunger Games premiere on March 12, 2012 in Los Angeles, California

Jenner wore a purple Motel Rocks long-sleeved mini dress to the premiere of Project X on February 29, 2012 in Hollywood, California.

Wearing a blush pink mini dress, Jenner attended The Twilight Saga: Breaking Dawn - Part 1 premiere on November 14, 2011 in Los Angeles, California.

Wearing a structured, purple Aurelio Costarella dress, Jenner attended the 2011 Teen Choice Awards on August 7, 2011 in Universal City, California.

Wearing a tan, one-shoulder Bebe dress with a large black belt, Kendall Jenner attended the 2011 People's Choice Awards on January 5, 2011 in Los Angeles, California.

Jenner kept things simple in a white top and black mini skirt for Variety's 4th Annual Power Of Youth Event on October 24, 2010 in Hollywood, California.

Jenner wore a black and white dress to the premiere of Easy A on September 13, 2010 in Hollywood, California.